# Freddy Kerrest

> Freddy Kerrest is a seed investor backing Software and Artificial Intelligence. See 2 investments, check sizes, portfolio. Updated Aug 2026.

- Type: Angel Investor
- Total investments: 2
- Last investment: Mar 2026
- Lead investor: 0%
- Last updated: Aug 2026

Freddy Kerrest is a seed investor focused on Software and Artificial Intelligence. Freddy Kerrest, Co-founder & COO, Okta.

## Round sizes

| Stage | Round size |
| --- | --- |
| Seed | $40M–$65M |

## Investment focus

### Industry

| Industry | Investments | Share |
| --- | --- | --- |
| Software | 2 | 100% |
| Artificial Intelligence | 2 | 100% |
| Legal | 1 | 50% |
| Enterprise Software | 1 | 50% |

### Country

| Country | Investments | Share |
| --- | --- | --- |
| South Africa | 1 | 50% |
| United States | 1 | 50% |

## Investments

| Company | Description | Amount | Stage | Date | Website |
| --- | --- | --- | --- | --- | --- |
| Sycamore | Sycamore provides an operating system for enterprises to build, deploy, and manage autonomous AI agents. The platform enables organizations to generate production-ready applications, integrations, and agents from natural language input while maintaining oversight and security. Agents operate under a progressive trust framework, allowing them togain autonomy based on performance, with all actions being auditable and governed.The system captures organizational knowledge and supports continuous learning, enabling multi-agent coordination and adaptation over time. It integrates security, compliance, and governance features to ensure controlled and traceable operations. Sycamore also facilitates experimentation with agent behavior, safety, and meta-learning to improve enterprise workflows through automated intelligence. | $65M | Seed | Mar 30, 2026 |  |
| Sandstone | Sandstone is the platform for AI-native legal departments. Sandstone is built by a team of lawyers, legal operations, and tech experts who understand that efficiency is not just about speed, but also about context. | $39.6M | Seed | Jan 13, 2026 |  |

2 of 2 investments shown.

## Co-investors
- [Coatue](https://shizune.co/investors/profile/coatue) — VC Fund, 1 deal together
- [Kearny Jackson](https://shizune.co/investors/profile/kearny-jackson) — VC Fund, 1 deal together
- [Lightspeed Venture Partners](https://shizune.co/investors/profile/lightspeed-venture-partners) — VC Fund, 1 deal together
- [MANTIS Venture Capital](https://shizune.co/investors/profile/mantis-venture-capital) — VC Fund, 1 deal together
- [Operator Partners](https://shizune.co/investors/profile/operator-partners) — VC Fund, 1 deal together
- [Sequoia Capital](https://shizune.co/investors/profile/sequoia-capital) — VC Fund, 1 deal together

## Similar investors

### Similar industry
- [Everywhere Ventures](https://shizune.co/investors/profile/everywhere-ventures) — VC Fund
- [The LegalTech Fund](https://shizune.co/investors/profile/the-legaltech-fund) — VC Fund
- [Bossa Invest](https://shizune.co/investors/profile/bossanova-investimentos) — VC Fund

### Similar stage
- [Antler](https://shizune.co/investors/profile/antler-be9c) — VC Fund
- [Alumni Ventures](https://shizune.co/investors/profile/alumni-ventures-group) — VC Fund
- [Right Side Capital Management](https://shizune.co/investors/profile/right-side-capital-management) — VC Fund

### Similar country
- [Launch Africa](https://shizune.co/investors/profile/launch-africa) — VC Fund
- [Knife Capital](https://shizune.co/investors/profile/knife-capital) — VC Fund
- [4Di Capital](https://shizune.co/investors/profile/4di-capital) — VC Fund

## Featured in investor lists
- [Artificial intelligence Angel Investors in South Africa](https://shizune.co/investors/artificial-intelligence-angel-investors-south-africa)
- [Software Angel Investors in South Africa](https://shizune.co/investors/software-angel-investors-south-africa)
- [Artificial intelligence Angel Investors in Africa](https://shizune.co/investors/artificial-intelligence-angel-investors-africa)
- [Legal Investors in Africa](https://shizune.co/investors/legal-investors-africa)
- [Legal Investors in South Africa](https://shizune.co/investors/legal-investors-south-africa)
- [Legal Angel Investors in Africa](https://shizune.co/investors/legal-angel-investors-africa)

## FAQ

### What does Freddy Kerrest invest in?

Freddy Kerrest invests primarily in Software, Artificial Intelligence and Legal startups, most often at Seed stage. Most of the 2 investments tracked by Shizune back companies in South Africa. The Investment Focus section breaks down every industry, stage and country in the portfolio.

### What is Freddy Kerrest's check size?

Freddy Kerrest typically joins rounds of $40M–$65M at Seed. These ranges are 10th–90th percentile round sizes calculated from confirmed public funding rounds, so they are a realistic guide to the rounds Freddy Kerrest participates in.

### When did Freddy Kerrest last invest?

The most recent investment recorded for Freddy Kerrest closed in Mar 2026. Shizune tracks 2 investments in total for this profile, including round sizes, stages and portfolio companies, all sourced from confirmed public funding rounds and refreshed monthly.

### Is Shizune's investor data accurate?

Yes — every stat on this profile is calculated from confirmed public funding rounds monitored across hundreds of sources since 2020. This profile was last refreshed in Aug 2026 and is updated monthly. Spotted something off? Use the “Suggest an edit” link near the top of the page.

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